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A collection of photographs and art work of School House, and plans of the building.

This series is related to the buildings on the School campus and documents their history. Most of the collection is made of photographs and artwork, as well as architectural plans. Each sub-series focusses on a different building.

This sub-series focuses on photographs of boys, living in Junior House/Chapmans since its inception. The bulk of the collection gathers photographs from the 1950s to 1980s.

This file contains various photographs of School House and Old Hall throughout the years.

This series focusses on the history of Oakham School Nursery, established for staff children. Most of the items are photographs from 1987 to 2001, when the Nursery was closed.

A collection of documents, mostly photographs, relating to the Chinses garden and heron sculpture in front of the Barraclough.

This file focusses on photographs, of the Jerwoods Campus since its opening in 1974.

A collection of documents, mainly photographs, of Jerwoods, the Lower School Campus. In 1962 the School purchased the old vicarage on Burley Road, named Peterborough House. In 1967, the Junior boys moved into their new boarding house. In 1974, new houses were erected around Peterborough House. The duo-decagonal Lincoln House for boarding girls was designed by Tom E. Wilson and built by George Duxbury and Sons, the architect and contractors of Round House. Behind it was built the Coleman Building, named after Leslie Coleman, into which Sargants (Day boys) and Ancaster (Day girls) moved in 1975. On 14 May 1974, John Jerwood unveiled the foundation stone and the Junior School was officially opened on 23 November. The houses comprised small dormitories with bunk beds, common rooms, a junior library and playing areas. The Coleman Building was linked to Lincoln House and Peterborough House.

A collection of documents relating to the Wharton pavilion, built on the site of the Old Gymnasium, adjacent to Wharflands. The opening ceremony took place on 4 July 1983 by O.O. Ron Jacobs ('45), President of the R.F.U. In July 2014, the Wharton Pavilion, known as Stumps, was taken down.

A collection of documents, including photographs and commemorative plaques, relating to the School's cricket pavilions on Doncaster Close since the 19th century.